N-(4-amino-1-methyl-5-nitroso-6-oxo-1,6-dihydropyrimidin-2-yl)-(S)-glutamic acid | 560116-53-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(4-amino-1-methyl-5-nitroso-6-oxo-1,6-dihydropyrimidin-2-yl)-(S)-glutamic acid
• 英文别名: N-(6-amino-3,4-dihydro-3-methyl-5-nitroso-4-oxopyrimidin-2-yl)-(S)-glutamic acid；(2S)-2-[(4-amino-1-methyl-5-nitroso-6-oxopyrimidin-2-yl)amino]pentanedioic acid
• CAS: 560116-53-2
• 化学式: C₁₀H₁₃N₅O₆
• 分子量: 299.243
• InChiKey: JOFDGOSASIKLHU-BYPYZUCNSA-N

物化性质

• 沸点：
  492.8±55.0 °C(Predicted)
• 密度：
  1.76±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  175
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  aqueous cadmium chloride 、 水 、 N-(4-amino-1-methyl-5-nitroso-6-oxo-1,6-dihydropyrimidin-2-yl)-(S)-glutamic acid 以 水 为溶剂， 生成 ([Cd(N-(4-amino-1-methyl-5-nitroso-6-oxo-1,6-dihydropyrimidin-2-yl)-(S)-glutamic acid(-2H))H2O]*3H2O)n
  参考文献：
  名称：

  Study of protonation and Zn(II), Cd(II), Cu(II) and Mn(II) complexation with a glutamic acid N-pyrimidine derivative: Crystal structure of a neutral Cd(II) complex of the bianionic ligand

  摘要：

  The compound N-(4-amino-1-methyl-5-nitroso-6-oxo-1,6-dihydropyrimidin-2-yl)-(s)-glutamic acid (H3L) was synthesised and structurally characterised by analytical methods and H-1, C-13 and N-15 NMR spectroscopy. This compound (H3L) shows the same topology as other model receptors previously used to develop chemical functionalization at the surface of an active carbon when they adsorb on it. Protonation of H3L and its coordination ability towards Cd2+, Zn2+, Cu2+ and Mn2+ ions in water solution was also studied by potentiometric methods, UV-Vis and H-1, C-13 NMR spectroscopies. The obtained results allow us to fit the operative conditions for the use of the activated carbon-H3L adsorbent for the retaining of the above-mentioned metal ions in aqueous solutions. The molecular structure of {[Cd(HL)H2O] center dot 3H(2)O}(n) was solved by single-crystal X-ray diffraction methods. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2007.10.028
• 作为产物：
  描述：

  6-amino-3,4-dihydro-3-methyl-2-methoxy-5-nitroso-4-oxopyrimidine 、 potassium salt of (S)-glutamic acid 以 甲醇 为溶剂， 反应 48.0h， 生成 N-(4-amino-1-methyl-5-nitroso-6-oxo-1,6-dihydropyrimidin-2-yl)-(S)-glutamic acid
  参考文献：
  名称：

  N-(6-Amino-3,4-dihydro-3-methyl-5-nitroso-4-oxopyrimidin-2-yl)-(S)-glutamic acid: a three-dimensional framework structure built from O—H...O, N—H...O and O—H...N hydrogen bonds

  摘要：

  The title compound, C10H13N5O6, exhibits a highly polarized molecular-electronic structure and the conformation is influenced by two intramolecular N-H...O hydrogen bonds. The molecules are linked into a single framework by hydrogen bonds of types O-H...O [O-H = 1.22, H...O = 1.38, O...O = 2.558 (6) Angstrom and O-H...O = 160 degrees], N-H...O [H...O = 2.26, N...O = 2.866 (6) Angstrom and N-H...O = 126 degrees] and O-H...N [O-H = 1.26, H...N = 1.56, O...N = 2.811 (6) Angstrom and O-H...N = 170degrees]. The substructure generated by the O-H...O and N-H...O hydrogen bonds takes the form of a double helix.

  DOI：

  10.1107/s0108270103005754

文献信息

• <i>N</i>-(6-Amino-3,4-dihydro-3-methyl-5-nitroso-4-oxopyrimidin-2-yl)-(<i>S</i>)-glutamic acid: a three-dimensional framework structure built from O—H...O, N—H...O and O—H...N hydrogen bonds
  作者：Paloma Arranz Mascarós、M. Dolores Gutiérrez Valero、John N. Low、Christopher Glidewell

  DOI：10.1107/s0108270103005754

  日期：2003.4.15

  The title compound, C10H13N5O6, exhibits a highly polarized molecular-electronic structure and the conformation is influenced by two intramolecular N-H...O hydrogen bonds. The molecules are linked into a single framework by hydrogen bonds of types O-H...O [O-H = 1.22, H...O = 1.38, O...O = 2.558 (6) Angstrom and O-H...O = 160 degrees], N-H...O [H...O = 2.26, N...O = 2.866 (6) Angstrom and N-H...O = 126 degrees] and O-H...N [O-H = 1.26, H...N = 1.56, O...N = 2.811 (6) Angstrom and O-H...N = 170degrees]. The substructure generated by the O-H...O and N-H...O hydrogen bonds takes the form of a double helix.
• Study of protonation and Zn(II), Cd(II), Cu(II) and Mn(II) complexation with a glutamic acid N-pyrimidine derivative: Crystal structure of a neutral Cd(II) complex of the bianionic ligand
  作者：P. Arranz-Mascarós、M.D. Gutiérrez-Valero、R. López-Garzón、M.D. López-León、M.L. Godino-Salido、A. Santiago-Medina、H. Stoeckli-Evans

  DOI：10.1016/j.poly.2007.10.028

  日期：2008.2

  The compound N-(4-amino-1-methyl-5-nitroso-6-oxo-1,6-dihydropyrimidin-2-yl)-(s)-glutamic acid (H3L) was synthesised and structurally characterised by analytical methods and H-1, C-13 and N-15 NMR spectroscopy. This compound (H3L) shows the same topology as other model receptors previously used to develop chemical functionalization at the surface of an active carbon when they adsorb on it. Protonation of H3L and its coordination ability towards Cd2+, Zn2+, Cu2+ and Mn2+ ions in water solution was also studied by potentiometric methods, UV-Vis and H-1, C-13 NMR spectroscopies. The obtained results allow us to fit the operative conditions for the use of the activated carbon-H3L adsorbent for the retaining of the above-mentioned metal ions in aqueous solutions. The molecular structure of [Cd(HL)H2O] center dot 3H(2)O}(n) was solved by single-crystal X-ray diffraction methods. (c) 2007 Elsevier Ltd. All rights reserved.